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I am and Hennessy AND ENO guy. I have an ENO DN and SN and a Hennessy Deep Jungle (side zip) and Safari (bottom classic entry). I also have the ENO bugnet, but have never set it up.

I'm most comfortable in the ENO DN, with the Safari probably a close second. That being said, the Deep Jungle is great in winter with the double bottom and a pad inside.

Because I'm not an ultralite backpacker, I almost always take one of each. Last summer I camped on the Jacks River trail and I took the SN for day lounging around and the Safari (very few mosquitos) for sleeping at night. I car camped last weekend with the DN and the Deep Jungle.

If you only want one system, the ENO DN with a bugnet and tarp would be your most versatile setup. The Deep Jungle would probably be 2nd, but its pricey.

With the hennessy, do you enter the bottom and then zip the hammock closed? I saw one of the hammocks by hennessy on youtube and it didn't close at all. I looked like you just straddle the hole. I am trying to differentiate b/t the different versions of the hennessy and what would be the best for me. How easy is the hennessy to set up? Thanks

I don't care for the bottom entry Hennessy. Some folks who have mobility issues like it. Others claim the bottom entry thwarts mosquitoes from getting inside.

I have an Expedition Asym Zip. Got tired of the rope suspension and converted to Whoopie Slings. Even with the ropes, setup time was under five minutes. I just didn't like tying/untying the ropes to adjust.

A friend got me into hammocks when he introduced me to his Hennessy. I was almost ready to buy one, but decided on an ENO SingleNest instead. (I've since made my own bugnet, tarp, UQ, and TQ to accompany it, as well as several different sized gathered end tablecloth hammocks as well.)

My first trip with the ENO was five nights in the woods with that same friend. I immediately realized the advantages of it over his bottom entry hammock, even before sleeping in it.

It is a much more useful seat than the enclosed Hennessy. My friend could fold his Hennessy in half and kinda sit on it, but he was jealous of all the positions I discovered while lounging around camp. I also like the option of going without a bugnet when it's not buggy. I found the bottom entry a bit cumbersome, especially when trying to put on or take off shoes during entry and exit. It's also much easier to access your gear while in the hammock, which is near impossible with the bottom entry Hennessy. Just a few things to consider, good luck with your decision making!

Hennessy: my three season hammock. Bug net! Use either original tarp or hex. Going to replace ropes with whoopies. I use the bottom entry version. Incubator underquilt if less than 40 degrees. Use synthetic DIY quilt otherwise.. Based on Kick *** Quilt, directions on this site.

I could probably use the DIY quilt on my ENO, by running a line from the tie outs over the ridge line...

I researched and tried each, and chose the Hennessy explorer with hex tarp. It has bottom entry which is fool proof and way quicker(less bugs get in with you) to enter than the ENO setup. However I will be investing in a zipper mod for removing the net when not needed.
JMHO

I also have both. The Hennessy is my go to for camping as it's everything I need in a package about the size of a loaf of bread. I love the fact that I don't have to bugger around with a separate net (no pun intended). I used to have the bottom entry HH, and loved it, except the velcro got stuck in my hair all the time - ouch! I switched to the side entry zipper mod and am happy as a clam with it! The ENO still comes along for lounging and what not. It's awesome to get out of the kayak at some beautiful, peaceful spot, set up, open a beverage and say ahhhhh!! Life is good!

Hennessy: my three season hammock. Bug net! Use either original tarp or hex. Going to replace ropes with whoopies. I use the bottom entry version. Incubator underquilt if less than 40 degrees. Use synthetic DIY quilt otherwise.. Based on Kick *** Quilt, directions on this site.

I could probably use the DIY quilt on my ENO, by running a line from the tie outs over the ridge line...

Basically what he said. ENO-DN in cold weather since I don't need the bug net. Hennessy in other seasons as it's easier to have an integrated bug net. I think the ENO is more comfortable, and it does have the advantage of being nicer to lounge in when not sleeping. A Hennessy with the right zipper mod solves this problem, though. If I could only have one, I think it would still be the Hennessy. But, why not both?